There are so many different strategies for getting into unfamiliar genres. The depth one is certainly a possibility, picking a specific album, learning a lot about it, and really trying to explore it. A diversification strategy can work, giving a shot to a number of other highly-regarded classics, say John Coltrane's A Love Supreme, Dave Brubeck's Time Out, and Charles Mingus' Mingus Ah Um. Other times it might work better to pick a specific slant to come in from, for example, there's a history of rock fans getting in through Bitches Brew, since it has more rock energy and guitar, or even fusion albums from Return To Forever, Mahavishu Orchestra and such.